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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1724857Generated: November 2, 2026

Dimethylformamide → HCID 57561129, compound

https://huagongshe.com/reaction/1724857

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantAmmonium HydroxideHCID 14923—
ReactantAmmonium ChlorideHCID 25517—
Reactant6'-Chloro-3-(trifluoromethyl)[2,3'-bipyridin]-5'-amineHCID 22030030—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
ProductHCID 57561129HCID 57561129—

Reaction Conditions

Temperature0 °C

Reaction Steps

Heat a solution of 6′-chloro-3-trifluoromethyl-[2,3′]bipyridinyl-5′-ylamine (25 g, 0.091 mol; prepared essentially as described in PCT International Application Publication Number WO 03/062209, published on Jul. 31, 2003), zinc cyanide (6.75 g, 0.058 mol), pd2(dba)3 (2.63 g, 2.86 mmol), DPPF (3.16 g, 5.72 mmol) in DMF (250 mL) and water (2.5 mL), under a nitrogen atmosphere, at 120° C. for 1 hour. Cool the reaction to 0° C. and add a solution of saturated ammonium chloride (200 ml), water (200 mL) and concentrated ammonium hydroxide (50 mL). After stirring at 0° C. for 1 hour, filter the yellow precipitate, and wash with water (200 mL) and a 1:1 mixture of ether-hexane (200 mL). Dry the solid in air and then in a vacuum oven to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07488740B2
Source datasetuspto-grants-2009_02
ORD IDord-61213f4f575d4bc6bcc95a4283a3afa7
Source noteuspto-grants-2009_02